Jin, Saimeng, Byrne, Fergal, Clark, James Hanley orcid.org/0000-0002-5860-2480 et al. (4 more authors) (2021) 3-Methoxybutan-2-one as a sustainable bio-based alternative to chlorinated solvents. RSC Advances. pp. 39412-39419. ISSN 2046-2069
Abstract
Methylation of acetoin with dimethyl carbonate was performed in a sustainable one-step process, with improved process mass intensity (PMI) and atom economy compared to previously published methods. The resulting product, 3-methoxybutan-2-one (MO) was successfully evaluated as a bio-based solvent, while both Kamlet–Taft solvatochromic parameters and Hansen solubility parameters demonstrate its potential viability in the substitution of chlorinated solvents. MO exhibited a low peroxide forming potential and a negative Ames mutagenicity test and was successfully used as a solvent in a Friedel–Crafts acylation (79% yield compared to 77% in dichloromethane) and for N-alkylations. MO is a renewable oxygenated solvent, with the potential ability to substitute carcinogenic halogenated solvents in some applications.
Metadata
Item Type: | Article |
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Authors/Creators: |
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Copyright, Publisher and Additional Information: | © The Royal Society of Chemistry 2021. |
Dates: |
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Institution: | The University of York |
Academic Units: | The University of York > Faculty of Sciences (York) > Chemistry (York) |
Depositing User: | Pure (York) |
Date Deposited: | 16 Dec 2021 01:15 |
Last Modified: | 21 Jan 2025 18:00 |
Published Version: | https://doi.org/10.1039/D1RA07322B |
Status: | Published |
Refereed: | Yes |
Identification Number: | 10.1039/D1RA07322B |
Open Archives Initiative ID (OAI ID): | oai:eprints.whiterose.ac.uk:181656 |